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The open position is for a Sales Development Representative at Chief Rebel. This role focuses on initiating and nurturing conversations with business owners contemplating selling their businesses. It involves an outbound and phone-centric approach, targeting owners who are already familiar with sales pitches and require direct, no-nonsense dialogue.
The daily activities for this role include a variety of tasks aimed at cultivating relationships while ensuring the effectiveness of the sales process. These tasks are as follows:
High Volume Outbound Calls: You will engage in a significant amount of outbound calls targeting business owners. The primary objective is to establish conversational rapport and discover their business intentions.
Constructive Conversations: Conversations should be clear and direct, aimed at understanding the business context, timetable, and the intent of the business owners.
Explain Business Concepts: You will need to articulate what exit planning and selling looks like, simplifying complex concepts to ensure comprehension.
Booking Meetings: A key part of your job is to book qualified founders for further discussions, keeping the calendar of the company filled.
Follow-Up Management: Daily follow-ups are crucial to confirm appointments, thereby minimizing the chances of no-shows. You will also need to re-engage founders who may have gone quiet.
Maintain Accurate Records: Keeping precise notes helps provide full context to your team members, fostering excellent internal communication.
Meet Activity Targets: You will be expected to hit weekly activity goals, including the number of calls made and bookings confirmed.
The role seeks candidates with specific traits and skills vital for success:
Fluent English: The candidate should be articulate in English, with a clear, accent-free communication style.
Confidence on Phone: A confident demeanor is essential for controlling conversations effectively without coming across as overly aggressive.
Persistence: The ability to follow up consistently is critical; candidates should not assume that booked individuals will show up without confirmation.
Resilience: Handling rejection without letting it affect performance is a must.
Organization and Reliability: Consistency and a reliable approach to work are highly valued.
While specific industry experience can vary, the role is generally suited for individuals who possess:
This position is fully remote, providing great flexibility. One requirement is the ability to work within Central Time business hours (± 4 hours). A quiet working environment and a robust internet connection are also mandatory for effective communication and workflow.
Success in this role is quantitatively measured through several key performance indicators, which include:
This position is pivotal as it sets the tone for every interaction with potential founder clients. A successful execution of this role leads to more fruitful conversations, which means consistently filled schedules and heightened chances for closing deals.
The anticipated earnings for this position range from $50,000 to $55,000. This includes a base salary complemented by performance bonuses, providing incentives for exceeding targets.
For individuals looking for a rewarding career in sales while working remotely, the Sales Development Representative position at Chief Rebel represents an excellent opportunity. With the emphasis on consistency, communication, and customer engagement, successful applicants will find a path not just to personal success but also to impactful relationships with business owners contemplating the next steps in their entrepreneurial journeys. Interested candidates are encouraged to apply for this dynamic position.
This job offer was originally published on weworkremotely.com
February 6, 2026
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This job offer summary has been generated using automated technology. While we strive for accuracy, it may not always fully capture the nuances and details of the original job posting. We recommend reviewing the complete job listing before making any decisions or applications.